Entire home

Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock

Waterfront vacation home with private pool and kitchen

Photo gallery for Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock

Outdoor pool, a heated pool
Marina
Outdoor pool, a heated pool
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Located in Cudjoe Bay, Captain's Quarters is a beautifully decorated waterfront estate that checks all the boxes. Enjoy an unobstructed view of the bay from its spacious living space with open floor plan, beautiful balcony with outdoor seating, large pool and fire pit.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8169 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Kitchen
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock

Welcome to Captain’s Quarters — Your Waterfront Escape on Beautiful Cudjoe Bay

Discover the perfect blend of comfort, luxury, and stunning natural beauty at Captain’s Quarters, a breathtaking waterfront estate nestled in the heart of “Fisherman’s Paradise.” This beautifully decorated home offers everything you need for an unforgettable getaway.

Key Features:

3 Bedrooms | 2 Bathrooms

Unobstructed panoramic views of Cudjoe Bay

Spacious second-floor open-plan living area

Large pool with comfortable seating

Inviting fire pit with ample chairs

Private boat dock accommodating vessels up to 45’

Step inside and experience a thoughtfully designed interior:

Living Room: Relax on plush couches while enjoying water views through French doors, or catch your favorite shows on the large flat-screen TV.

Kitchen: Prepare meals effortlessly in the spacious kitchen featuring a breakfast bar with seating.

Dining Room: Host formal dinners for up to 8 guests in the elegant dining space.

Master Suite: Retreat to the master bedroom with a king bed, dedicated work area, flat-screen TV, walk-in closet, and a luxurious en-suite bathroom complete with a his & hers vanity, jacuzzi tub, and shower.

Guest Bedrooms: A cozy queen bedroom and a family-friendly bunk room with full-over-full beds and flat-screen TV provide comfortable accommodations for all.

Additional Amenities: Guest bathroom with shower, laundry area with washer & dryer, and a storage space under the house including a bait refrigerator.

Outdoor Living:
Enjoy breathtaking views from the upstairs patio seating area overlooking the bay. Take a refreshing dip in the large pool or gather around the fire pit for evenings under the stars.

Please Note:

Guests do not have access to the garage or boat lift.

Pet Policy: One dog under 50 lbs is allowed with pre-approval, subject to a $20/day fee. Pet occupancy reduces total guest count by one.

Pool Heating: Available as an optional add-on ($20/day) from November 15 to May 15, arranged prior to check-in. Pool heat is not included in rental rates.

Captain’s Quarters is more than just a vacation rental—it’s your next favorite destination. Experience the charm and serenity of Cudjoe Bay in style and comfort. We look forward to welcoming you!

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Boat
  • Heated pool
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 1,817 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 28

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Captains Quarters - Cudjoe Key - Pool- Up to 45' Boat Cudjoe Key

About the neighborhood

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.2 km
  • Florida Keys Beaches - 9 min drive - 6.7 km
  • Sugarloaf Beach - 20 min drive - 17.4 km
  • National Key Deer Refuge Visitor Center - 22 min drive - 16.5 km
  • Bahia Honda State Park - 37 min drive - 31.4 km

Getting around

  • Key West Intl. Airport (EYW) - 30 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬7 min drive
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪5 Brothers Two - ‬7 min drive
  • ‪Morning Joint - ‬7 min walk
  • ‪Broil - ‬3 min drive

Frequently asked questions

Does Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock?

Check-in begins at 4:00 PM.

What time is check-out at Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock?

Check-out is at 10:00 AM.

Where is Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock located?

Situated on the waterfront, this vacation home is within 1 mi (2 km) of Venture Out Keys, Venture Key, and Out Key. Upper Sugarloaf Key and Florida Keys Beaches are also within 6 mi (10 km).

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